2-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-5-methyl-cyclohept-4-enone

Base Information

Chemical Name:2-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-5-methyl-cyclohept-4-enone
CAS No.:146563-05-5
Molecular Formula:C₂₂H₃₃IO₂Si
Molecular Weight:484.493
Hs Code.:

Synonyms:2-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-5-methyl-cyclohept-4-enone

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Chemical Property of 2-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-5-methyl-cyclohept-4-enone

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Technology Process of 2-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-5-methyl-cyclohept-4-enone

There total 11 articles about 2-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-5-methyl-cyclohept-4-enone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 7-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-4-methyl-1-trimethylsilanyloxy-cyclohepta-1,4-diene

: 146563-05-5
2-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-5-methyl-cyclohept-4-enone

Guidance literature:: With pyridinium p-toluenesulfonate; In ethanol; water; at 23 ℃; Yield given;
DOI:10.1021/ja00058a064

Reference yield:

: 4-(tert-Butyl-dimethyl-silanyloxy)-4-(2-iodo-phenyl)-1-(2-methyl-2-vinyl-cyclopropyl)-butan-1-one

: 146563-05-5
2-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-5-methyl-cyclohept-4-enone

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂

2: 2.) PPTS / 1.) PhH, reflux, 1.5 h, 2.) EtOH, H₂O, rt, 20 h

With pyridinium p-toluenesulfonate; triethylamine; In dichloromethane;
DOI:10.1021/ja972427k

Reference yield:

: 26260-02-6
2-iodobenzaldehyde

: 146563-05-5
2-[2-(tert-Butyl-dimethyl-silanyloxy)-2-(2-iodo-phenyl)-ethyl]-5-methyl-cyclohept-4-enone

Guidance literature:: Multi-step reaction with 9 steps

1: 96 percent / diethyl ether / 0 °C

2: 86 percent / imidazole / dimethylformamide

3: 1.) BH₃*SMe₂, 2.) H₂O₂, NaOH / 1.) hexane, 23 deg C

4: 85 percent / (COCl)2, DMSO, Et₃N / -60 °C

6: PCC, NaOAc / 3-Angstroem molecular sieves

7: Et₃N / CH₂Cl₂ / 0 °C

8: benzene / Heating

9: PPTS / ethanol; H₂O / 23 °C

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; dimethylsulfide borane complex; dihydrogen peroxide; sodium acetate; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00058a064